Hydrogen Peroxide → HCID 70043459, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 20 (1.20 g, 3.6 mmol) in THF (3 ml) was added to a solution of borane-dimethyl sulfide (3.6 mmol) in 3 ml THF at 0° C. and this was stirred for 2.5 hr at 0°. Then, H2O (0.15 ml), 10N aqueous NaOH solution (0.65 ml), THF (1 ml), and C2H5OH (0.36 ml) were added at 0° and with stirring the reaction mixture was warmed to 23° and treated with 30% H2O2 (0.36 ml). This solution was heated to 55° C. and stirred for 2 hours. The reaction mixture was cooled, saturated with K2CO3 an the organic phase was separated, dried (MgSO4) and the solvent removed. The resulting residue was purified by flash chromatography on silica gel eluting with 10% MeOH/EtOAc to give 95. Rf 0.3 (silica gel, 10% MeOH/EtOAc. 1-[2-(N-BOC-piperidin-4-yl)ethyl]-3-propanoic-acid-2-pyrrolidinone (96)

Provenance & Evidence